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Revision as of 09:56, 11 June 2014 editWildCation (talk | contribs)Extended confirmed users2,163 edits Added CSID, InChIs, EINECS, ChEBI.← Previous edit Revision as of 23:55, 3 December 2014 edit undoDePiep (talk | contribs)Extended confirmed users294,285 edits Temperatures (melting, boiling, autoignite, flash) use convert template to calculate (m: rm setting imagesize to dflt). using AWBNext edit →
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| Watchedfields = changed | Watchedfields = changed
| verifiedrevid = 431632775 | verifiedrevid = 431632775
|Reference=<ref>''Merck Index'', 11th Edition, '''5666'''.</ref> | Reference =<ref>''Merck Index'', 11th Edition, '''5666'''.</ref>
|ImageFile=Mecoprop-2D-skeletal.png | ImageFile =Mecoprop-2D-skeletal.png
|ImageSize=200px | ImageSize =
|IUPACName=(''RS'')-2-(4-Chloro-2-methylphenoxy)propanoic acid | IUPACName =(''RS'')-2-(4-Chloro-2-methylphenoxy)propanoic acid
|OtherNames= | OtherNames =
|Section1= {{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo=93-65-2 | CASNo =93-65-2
| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| PubChem=7153 | PubChem =7153
| ChEMBL = 2145254 | ChEMBL = 2145254
| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C18742 | KEGG = C18742
| EINECS = 230-386-8 | EINECS = 230-386-8
| EINECSCASNO = | EINECSCASNO =
| ChemSpiderID = 6886 | ChemSpiderID = 6886
| SMILES = CC1=C(C=CC(=C1)Cl)OC(C)C(=O)O | SMILES = CC1=C(C=CC(=C1)Cl)OC(C)C(=O)O
| InChI = 1/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13) | InChI = 1/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13)
| InChIKey = WNTGYJSOUMFZEP-UHFFFAOYAN | InChIKey = WNTGYJSOUMFZEP-UHFFFAOYAN
| StdInChI = 1S/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13) | StdInChI = 1S/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13)
| StdInChIKey = WNTGYJSOUMFZEP-UHFFFAOYSA-N | StdInChIKey = WNTGYJSOUMFZEP-UHFFFAOYSA-N
| RTECS = | RTECS =
| MeSHName = | MeSHName =
| ChEBI = 75704 | ChEBI = 75704
}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| C=10|H=11|Cl=1|O=3 | C =10|H=11|Cl=1|O=3
| Appearance=Solid | Appearance =Solid
| Density= | Density =
| MeltingPtC = 94 to 95
| MeltingPt= 94–95 °C <ref name="GESTIS">{{GESTIS|ZVG=510276|Name=Mecoprop|Date=8 September 2008}}</ref>
| BoilingPt= decomposes <ref name="GESTIS"/> | Melting_notes = <ref name="GESTIS">{{GESTIS|ZVG=510276|Name=Mecoprop|Date=8 September 2008}}</ref>
| Solubility= 900 mg/L(20 °C) <ref name="GESTIS"/> | BoilingPt = decomposes <ref name="GESTIS"/>
⚫ | Solubility = 900 mg/L(20 °C) <ref name="GESTIS"/>
⚫ }}
⚫ |Section3= {{Chembox Hazards
⚫ | MainHazards= Xn, N <ref name="GESTIS"/>
| FlashPt=
| Autoignition=
}} }}
⚫ |Section3={{Chembox Hazards
| MainHazards = Xn, N <ref name="GESTIS"/>
| FlashPt =
| AutoignitionPt =
⚫ }}
}} }}


Revision as of 23:55, 3 December 2014

Mecoprop
Names
IUPAC name (RS)-2-(4-Chloro-2-methylphenoxy)propanoic acid
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.060 Edit this at Wikidata
EC Number
  • 230-386-8
KEGG
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13)Key: WNTGYJSOUMFZEP-UHFFFAOYSA-N
  • InChI=1/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13)Key: WNTGYJSOUMFZEP-UHFFFAOYAN
SMILES
  • CC1=C(C=CC(=C1)Cl)OC(C)C(=O)O
Properties
Chemical formula C10H11ClO3
Molar mass 214.65 g·mol
Appearance Solid
Melting point 94 to 95 °C (201 to 203 °F; 367 to 368 K)
Boiling point decomposes
Solubility in water 900 mg/L(20 °C)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Xn, N
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Mecoprop, or methylchlorophenoxypropionic acid (MCPP), is a common general use herbicide found in many household weed killers and "weed-and-feed" type lawn fertilizers. It is primarily used to control broadleaf weeds. It is often used in combination with other chemically related herbicides such as 2,4-D, dicamba, and MCPA.

The United States Environmental Protection Agency has classified mecoprop as toxicity class III - slightly toxic.

Mecoprop is a mixture of two stereoisomers, with the (R)-(+)-enantiomer ("Mecoprop-P", "Duplosan KV") possessing the herbicidal activity.

Structures of the two enantiomeric forms (S left, R right) of mecoprop


See also

References

  1. Merck Index, 11th Edition, 5666.
  2. ^ Record of Mecoprop in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 8 September 2008.
  3. Template:HPD
  4. ^ Mecoprop at EXTOXNET
  5. G. Smith, C. H. L. Kennard, A. H. White and P. G. Hodgson (April 1980). "(±)-2-(4-Chloro-2-methylphenoxy)propionic acid (mecoprop)". Acta Cryst. B36 (4): 992–994. doi:10.1107/S0567740880005134.{{cite journal}}: CS1 maint: multiple names: authors list (link)

External links

Categories: